2 - To Replace The Benzimidazole Ferrocene Sulfonamide Synthesis, Characterization And Quantum Chemical Calculations

Because of their high selectivity and bioactivity, nitrogen-containing benzoheterocyclic compounds play an important role in the research and exploitation of drugs. Benzimidazole and its derivatives possess a variety of biological characteristics, widely used as Pharmaceuticals, Pesticide, Veterinary, Fungicide, et al. Transition metal complexes of benzimidazoles also can be used as simulacrum of biology moleculars.Since the crystal structure of ferrocene was elucidated in 1952, the application of ferrocene and the derivatives have been attached the importance in many domains. In the last few years the new compounds containing ferrocene unit have emerged in endlessly, and have received much attention. Because of their unique structures, the ferrocene and its derivatives behaved many special properties, and they have been used in many areas, such as catalyst, helping combustion reagent, non-linear optics, modification of electrode, anti-ageing reagent, medicine, et al.Eleven new ferrocenesulfonyl benzimidazole derivatives were prepared by the reaction of ferrocenesulfonylchloride with benzimidazole derivatives in the presence n-tetrabutylammonia bromine, sodium hydroxide and trichloromethane or pyridine. The structures were confirmed by IR, ¹H NMR, Elemental analysis and MS. The crystal structures of a₂ and j₂ were determined by X-ray single crystal diffraction of Germanic Bruker Smart APEX II CCD. According to the crystal structure, the quantum chemistry calculation was performed by Gaussian 03 program, and full geometry optimizations of the title compound were carried out with DFT method at B3LYP/631G level. Its structure, stability, net charge distribution and frontier molecular orbital components were discussed.Six Compounds were tested in vitro against three fungicides: Pythium solani, Alternaria lycopersici, Gibberella saubinetii. Niveum in comparison with 50% carbendazim wet powder. All compounds show their fungicidal activities, some showed better activities than the contrast.